My first experience with a guy

[Oshkosh60]

I think it is a sign that your wife suspects you are up to something..... so..... is getting fucked in the ass by a guy in a hotel worth getting fucked in the ass by your wife in divorce court ? Hmmmm ? Maybe ?

 

[MrMannson]

I think it is a sign that your wife suspects you are up to something..... so..... is getting fucked in the ass by a guy in a hotel worth getting fucked in the ass by your wife in divorce court ? Hmmmm ? Maybe ?

Haha you hit the nail on the head! Well said!

 

[Scooter58]

Haha you hit the nail on the head! Well said!

I wish lit had an icon that you could post so that when you opened it up to read it, the “sad trombone “ sound effect would play audibly. That is often the most appropriate response to all of us who have had “boner killing” moments.

 

[MrMannson]

I wish lit had an icon that you could post so that when you opened it up to read it, the “sad trombone “ sound effect would play audibly. That is often the most appropriate response to all of us who have had “boner killing” moments.

Tell me about it. I can’t stop thinking about the missed opportunity. I go from angry to sad! I guess it’s back to video chat and Lit for now

 

[Scooter58]

I dare say just about every single guy posting on Lit threads has felt that moment of despair and disappointment. Maybe some gals too. I’ve had plenty of disappointments that were out of my control and several missed opportunities that I didn’t capitalize on and those really hurt because when I think about them, all I can think about is Homer Simpson…”Doh!”

 

[KeenVoyeur]

We have some VERY friendly neighbours . I’ll message you with details about our experiences. If anyone else reads this and wants to chat about my pegging experiences, message me in Forums and I’m happy to share!

DMs are open ... love to hear more about your experiences! Guess I'm living in the wrong neighbourhood - but an invite to one of your parties might be nice

 

[budlight69]

Is it a sign, or ???
I was creeping so close to my first bisexual experience. I was talking back and forth with some guys on Sniffies, and on here.
Went out of town for work last week. Was hoping to pop my bi cherry with a mutual jerk off or something while at the hotel room. I was hard and so excited.
Last minute, my wife invited herself along. Fuck. Anyhow, Thursday night I was out of my shower, and logged onto Sniffies. For hells sake, another user was in the same hotel!! He saw I was there based on my location and invited me to the hot tub! My heart was beating; how could I get away from my wife and have my first blowjob? Fuck!

Anyhow, I had to disappear because she was keeping an eye on me like a hawk. I don’t know when the next opportunity will come up like that, if ever, but I feel like my chance is gone and I’m left to wonder what if….

Hard to get away for me too. I was recently about to finally meet a buddy I met on Lit but of course something came up (death in wife's family) when the time came. Hoping for another opportunity soon.

 

[Dreamer110]

Hard to get away for me too. I was recently about to finally meet a buddy I met on Lit but of course something came up (death in wife's family) when the time came. Hoping for another opportunity soon.

So close. Must be frustrating.

 

[TallOne]

I wish lit had an icon that you could post so that when you opened it up to read it, the “sad trombone “ sound effect would play audibly. That is often the most appropriate response to all of us who have had “boner killing” moments.

My wife and I swing and have had plenty of bi experiences with that. But my sad trombone story was from this past weekend. She had a fwb over and I had permission to have a guy over for solo play for the first time. He's been over before to play with both of us and he has fucked me. He's excited about it all week as am I.

Then 20 mins before he's supposed to head over he just stops responding to texts and ghosts me. I try a couple alternates but no one is available. Nothing like having the perfect and fully approved by the wife opportunity just to get ghosted.

 

[Biguy77578]

Walked in on my best friend of 30
Years taking a piss.. I jokingly said nice cock.. I’ve seen it a bunch of times over the years in locker rooms showers ect. It was his girlfriend’s 30th b day party . I whip mine out and started pissing next to him and said it’s only skin on a stick. We started
Laughing and went about our night. After everyone left the party it was the three of us and his girlfriend mentioned she heard we shared the bathroom. Then she starts telling us how hot that was and that it really made her wet the thought of two guys going at it.
She asked if we would suck each others cocks. Before I could say anything my buddy had my cock out and was blowing me. She immediately got naked and we spent the next three hours sucking and fucking. I came multiple times but he was still going strong. While I tried to get hard again I watched her fuck him with a dildo then we flipped him over and her and I blew him together until he came all over both of our faces . It was the hottest night of my life .

Very very very hot! Amazing you have over 50 LIKES!

 

[anotherfred]

I had a good friend and would frequently spend the night at his house. He broached the subject of sex by talking about his masturbation habits and encouraging me to share mine. I think he was the first one to whom I admitted doing it. He had a queen bed that we both slept in when I stayed there and we'd end up horny late at night. One night he said that he was so horny he wanted to try something new, and asked if I'd be up for something too. We made out and stroked each other's cocks. It was fascinating because his cock was skinnier and stiffer than mine and felt very different to jack off. I came pretty quickly and had a little post-orgasm freak out because we lived in a fairly conservative and homophobic community. I didn't get him off, which I regret to this day. I like to think about waking him up the next morning with my hand down his pants.

Anyway, my freak out caused us to grow apart, but I realized that I liked what we did. I was very into girls, but I had some private crushes on other boys that I never acted on. Wish I had, because one of them came out gay during college and we probably could have had some fun together.

A couple years later, my earlier friend was having a party and several friends and I were sleeping over. We weren't as close as we had been, but we had a lot of mutual friends. While most of the guys were setting up their sleeping bags downstairs, he asked if I wanted to come sleep in his bed again. That got my mind racing! I had thought a lot about our earlier experiences and had hoped for another opportunity to come up. By this time, i was mentally prepared to get him off and go at least a little further.

I forget how the subject came up, but finally I asked if he might be horny to try something again. Of course he said yes, and I went down and sucked his cock until he came in my mouth. He stroked me to an orgasm.

Sadly, we didn't hook up again, but about a year after that a mutual friend asked me to sleep over. Looking back, I suspect that our friend had pointed him in my direction. At that sleepover he started talking about sex, and he brought up the Hite report, and in particular the responses about male-male experimentation and fun.

We sucked each other off that night, but it only happened that once

 

[dobbins1]

Bump it?

 

[Vaslim74]

My first experience was when I was in my early 40’s. That is when I became more open minded about things. I was meeting up with a couple in their early 60’s. The husband was bi and wanted to suck my cock and I was going to let him, but there was no pressure for me to return the favor. When I got to their hotel room, they gave me a drink to relax. The wife and I finally started making out, next thing I know her husband had my pants down around my ankles and was sucking my cock! Before I realized it where on the bed in a circle of sorts, I was eating her, she was sucking him and he was sucking me. Next thing I know I was sucking his cock and his wife was sucking mine. When I started fucking his wife he was watching, at some point I bend her over fucking her doggy and he stood up next to me and I sucked his cock while fucking her! Doing that made me cum so hard. During the rest of that night I sucked him and he would suck me hard for his wife. It was a great night, I surprise myself for sure. But I did enjoy sucking his cock. Now older I still crave sucking a nice cock.

 

[Uncut1969]

My first experience was when I was in my early 40’s. That is when I became more open minded about things. I was meeting up with a couple in their early 60’s. The husband was bi and wanted to suck my cock and I was going to let him, but there was no pressure for me to return the favor. When I got to their hotel room, they gave me a drink to relax. The wife and I finally started making out, next thing I know her husband had my pants down around my ankles and was sucking my cock! Before I realized it where on the bed in a circle of sorts, I was eating her, she was sucking him and he was sucking me. Next thing I know I was sucking his cock and his wife was sucking mine. When I started fucking his wife he was watching, at some point I bend her over fucking her doggy and he stood up next to me and I sucked his cock while fucking her! Doing that made me cum so hard. During the rest of that night I sucked him and he would suck me hard for his wife. It was a great night, I surprise myself for sure. But I did enjoy sucking his cock. Now older I still crave sucking a nice cock.

Wow sounds like a great relationship you had with them ! I wish I could have a relationship like that!

 

[bromorob79]

My first time was in my mid 30s on a fishing trip with my best friend. I'm happily married and had never thought of doing anything with a man before that. Started as flashing each other for a laugh and just kind of naturally progressed from there. Still hard to believe it happened.

Tbh the whole reason I joined this site was to write about it, because I've never told anyone in real life and wanted to get it off my chest.

If anyone is interested, this is the first of 4 parts:

https://www.literotica.com/s/greg-with-benefits-1

 

[Biguy77578]

My first time was in my mid 30s on a fishing trip with my best friend. I'm happily married and had never thought of doing anything with a man before that. Started as flashing each other for a laugh and just kind of naturally progressed from there. Still hard to believe it happened.

Tbh the whole reason I joined this site was to write about it, because I've never told anyone in real life and wanted to get it off my chest.

If anyone is interested, this is the first of 4 parts:

https://www.literotica.com/s/greg-with-benefits-1

My best friend from high school and I had a sexual relationship also. After school and college both of us married found the best way to have alone time was fishing trips. I had a fishing camp in Galveston Bay and the only way to get to it was by boat so privacy was assured. We would go out on Friday afternoons and fish, suck and fuck until Sunday. Great memories!

 

[TerriC]

My first was a complete miss. I was 18 and went to a local ABS. I was in a viewing booth and the first channel that came up was two dudes. I was kind of into it when I noticed a finger coming through a hole in the wall. It scared the hell out of me, I ran out of that store as fast as I could.
My first real experience came much later. I had been chatting with a guy on a dating site, we finally got to meet and he showed me the joys of sucking

 

[Uncut1969]

I am so ready for my first experience! A couple of no shows was a big disappointment! Would love a fwb to be a regular and open up a new enjoyment instead of my hand !